Methyl 5-Methoxy-2,3-dihydrobenzofuran-3-acetate

Base Information

• Chemical Name: Methyl 5-Methoxy-2,3-dihydrobenzofuran-3-acetate
• CAS No.: 93772-89-5
• Molecular Formula: C₁₂H₁₄O₄
• Molecular Weight: 222.241
• DSSTox Substance ID: DTXSID401237868
• Mol file: 93772-89-5.mol

Synonyms:93772-89-5;Methyl 5-Methoxy-2,3-dihydrobenzofuran-3-acetate;3-Benzofuranacetic acid, 2,3-dihydro-5-methoxy-, methyl ester;3-Benzofuranacetic acid, 2,3-dihydro-6-methoxy-, methyl ester;Methyl 2-(5-methoxy-2,3-dihydrobenzofuran-3-yl)acetate;DTXSID401237868;AC7361;MFCD14705118;CS-12373;SY048042;CS-0458810;A917106;Methyl 2,3-dihydro-5-methoxy-3-benzofuranacetate;methyl 2-(5-methoxy-2,3-dihydro-1-benzofuran-3-yl)acetate

Chemical Property of Methyl 5-Methoxy-2,3-dihydrobenzofuran-3-acetate

Chemical Property:

• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 222.08920892
• Heavy Atom Count: 16
• Complexity: 253

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC2=C(C=C1)OCC2CC(=O)OC

Technology Process of Methyl 5-Methoxy-2,3-dihydrobenzofuran-3-acetate

There total 11 articles about Methyl 5-Methoxy-2,3-dihydrobenzofuran-3-acetate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

methyl 4-(2-bromo-4-methoxyphenoxy)but-2-enoate (589090-73-3) → (+/-)-methyl 2-(2,3-dihydro-5-methoxybenzofuran-3-yl)acetate (93772-89-5)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; Heating;

DOI:10.1021/jm030064v

Reference yield: 92.0%

methyl 2-(5-methoxybenzofuran-3-yl)acetate (118610-60-9) → (+/-)-methyl 2-(2,3-dihydro-5-methoxybenzofuran-3-yl)acetate (93772-89-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; for 34h; under 2585.7 Torr;

DOI:10.1021/jm980076u

Reference yield: 6.0%

dimethylsulfoxonium methylide (70775-39-2,5367-24-8) + methyl (E)-3-(2-hydroxy-5-methoxyphenyl)acrylate (93198-67-5) → (+/-)-(2,3-dihydro-5-methoxybenzofuran-3-yl)acetic acid (93198-71-1) + (+/-)-methyl 2-(2,3-dihydro-5-methoxybenzofuran-3-yl)acetate (93772-89-5) + 2-(2-Hydroxy-5-methoxy-phenyl)-cyclopropanecarboxylic acid methyl ester + 2-(2,5-Dimethoxy-phenyl)-cyclopropanecarboxylic acid methyl ester

Guidance literature:

In dimethyl sulfoxide; Yield given; 1.) 60 - 65 deg C, 4 h, 2.) room temperature, overnight;

upstream raw materials:

dimethylsulfoxonium methylide

methyl (E)-3-(2-hydroxy-5-methoxyphenyl)acrylate

methyl 2-(5-methoxybenzofuran-3-yl)acetate

methyl 4-(2-bromo-4-methoxyphenoxy)but-2-enoate

Downstream raw materials:

(+/-)-2-(5-methoxy-2,3-dihydrobenzofuran-3-yl)ethyl p-toluenesulfonate